$117 Find Cheap Flights from Caribbean Islands to Louisville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Louisville departing on 5/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Caribbean Islands to Louisville

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Louisville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Louisville

Sun, May 10 - Sat, May 16
Spirit Airlines Logo
8:04 pm - 9:28 am
SJU
-
SDF
13h 24m
1 stop
Spirit Airlines Logo
10:33 am - 6:59 pm
SDF
-
SJU
8h 26m
1 stop
$256Spirit Airlines
Sat, May 2 - Mon, May 4
Spirit Airlines Logo
12:57 pm - 5:04 pm
SJU
-
SDF
28h 07m
1 stop
Spirit Airlines Logo
10:33 am - 6:59 pm
SDF
-
SJU
8h 26m
1 stop
$272Spirit Airlines
Sat, May 2 - Mon, May 4
Multiple Airlines Logo
9:58 am - 1:26 pm
SJU
-
SDF
27h 28m
2 stops
Multiple Airlines Logo
10:33 am - 6:59 pm
SDF
-
SJU
8h 26m
1 stop
$282Multiple Airlines
Sun, May 10 - Sat, May 16
Multiple Airlines Logo
8:04 pm - 9:28 am
SJU
-
SDF
13h 24m
1 stop
Multiple Airlines Logo
8:06 pm - 12:21 am
SDF
-
SJU
28h 15m
2 stops
$290Multiple Airlines
Thu, May 7 - Tue, May 12
Delta Logo
6:15 am - 2:42 pm
SJU
-
SDF
8h 27m
1 stop
Delta Logo
3:29 pm - 10:17 pm
SDF
-
SJU
6h 48m
1 stop
$316Delta
Fri, Jul 17 - Tue, Jul 21
American Airlines Logo
5:17 pm - 11:48 am
MBJ
-
SDF
17h 31m
2 stops
American Airlines Logo
8:05 pm - 1:09 pm
SDF
-
MBJ
18h 04m
2 stops
$321American Airlines
Wed, Aug 5 - Sun, Aug 9
American Airlines Logo
10:32 am - 10:47 pm
SJU
-
SDF
12h 15m
2 stops
American Airlines Logo
6:19 am - 10:56 pm
SDF
-
SJU
16h 37m
1 stop
$323American Airlines
Sun, May 10 - Sat, May 16
Delta Logo
6:15 am - 5:01 pm
SJU
-
SDF
10h 46m
1 stop
Delta Logo
3:29 pm - 10:17 pm
SDF
-
SJU
6h 48m
1 stop
$356Delta
Sat, May 2 - Wed, May 6
United Airlines Logo
6:00 am - 3:55 pm
STI
-
SDF
9h 55m
1 stop
United Airlines Logo
6:17 am - 3:12 pm
SDF
-
STI
8h 55m
1 stop
$702United Airlines
Sat, May 2 - Wed, May 6
United Airlines Logo
6:00 am - 11:56 pm
STI
-
SDF
17h 56m
2 stops
United Airlines Logo
11:11 am - 10:52 pm
SDF
-
STI
11h 41m
2 stops
$706United Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$117
Best time to beat the crowds with an average 32% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from San Juan to Louisville

FAQs for booking flights from Caribbean Islands to Louisville

  • How does KAYAK find such low prices on flights from Caribbean Islands to Louisville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Louisville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Louisville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Louisville from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Louisville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Louisville with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Louisville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Louisville from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean Islands to Louisville

 
Need help choosing which airline to fly with from Caribbean Islands to Louisville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11548 reviews
7.9Crew
6.9Entertainment
7.2Comfort
7.5Boarding
6.4Food
Airline reviews

Good flight, seated and had a water within 5 minutes. Crew was hospitable.

10.0 ExcellentAdriana, Apr 2026
ONT - PHX
Read more American Airlines reviews

Good flight, seated and had a water within 5 minutes. Crew was hospitable.

Didn't make it back on American Airlines due to a maintenance issue. The communication and updates were terrible. I ended up returning on Aero Mexico which had a much nicer aircraft with a large entertainment screen with movies and shows AND they had a nice inflight meal. That was a treat after being delayed 26 hours! I think some additional flight miles, or something should be offered for that long of a delay ---it was not pleasant at all---very physical and emotional experience.

Message about flight cancelation was received late due to being in the air. No explanation, just canceled and booked on morning flight. We had to stay in the airport overnight because there was no transportation offered to get to the hotel that AA had available. Actual inflight was fine.

Buying ticket from kayak instant booking was a huge mistake, never to be repeated again! The Kayak didn’t book the tickets directly, it handed it off to a third party Underpricer, that booked a code shared American Airlines flight operated by Cathay Pacific!! When managing the booking American Airlines would recognize the itinerary but wouldn’t let me do anything stating, the flight is operated by Cathay Pacific so go to their website. Cathay Pacific would recognize the itinerary, neither by reservation ID or ticket number…asking to reach out to the third party Underpricer….calling Underpricer resulted in no help like seat requests, mileage number or upgrade request, 15hr layover accommodation voucher guidance…so net in net avoid booking through three layers of intermediaries

I didn't go from Reno to Phoenix I ended up going from Reno to Dallas to Tucson because my flight rebooked because my Amtrak was late I tried notifying you guys I also don't know what you ask me about my flight because you guys didn't book my flight

A chaotic and uncomfortable experience from start to finish. The boarding process was a disaster; despite group numbers, it was a free-for-all that the staff failed to manage (especially after group 5). Once on board, the "entertainment" was non-existent. There are no seatback screens, and the mobile app selection is incredibly thin. The hardware is severely dated. My seat had zero cushioning left—it felt like sitting on a hard board for the entire flight—and the legroom was cramped. To make matters worse, the bathroom was repulsive, with toilet paper, soiled paper towels and liquid/pee all over the floor. When I did interact with the crew, they provided the absolute bare minimum and made me feel like an inconvenience for asking for anything. Avoid this flight if you can.

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

there are no options s for snack besides cookies would ve nice to have a salty option n

We left at 1030 am pacific from LA and supposed to land at 7 pm Eastern in NY. They made a detour, stopped in Philadelphia and didn’t land till 1130 PM Eastern!!! Worst flight experience with no pilot communication with no explanation as to what was going on. Everyone was very frustrated to say the least.

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